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HRID 2309334생성일: 2026년 10월 27일

Benzene → 5-(2-nitrophenyl)-3H-1,3,4-oxadiazol-2-one

https://huagongshe.com/reaction/2309334

반응식

참여 물질

역할이름HCID투입량
반응물BenzeneHCID 241—
반응물PhosgeneHCID 6371—
반응물o-NitrobenzohydrazideHCID 3781218—
용매TriethylamineHCID 8471—
생성물5-(2-nitrophenyl)-3H-1,3,4-oxadiazol-2-oneHCID 312921—

반응 단계

The reactions of Equation 37 above can be run according to similar procedures described in U.S. Pat. No. 4,259,104; Golfier and Milcent, J. Heterocycl. Chem., 10, 989 (1973); and R. Madhavan and V. Srinivasan, Indian J. Chem., 7, 760 (1969). Thus, in reaction 37a, a 2-nitrobenzhydrazide XLVIII is reacted with phosgene in an aprotic solvent such as benzene at ambient temperatures for about 10 hours, followed by addition of two mole equivalents of triethylamine and heating at reflux for about 2 hours to form 2-(2-nitrophenyl)-1,3,4-oxadiazolin-5-one of Formula (LI). In reaction 37b, LI is reacted with phosphorus pentachloride in phosphorus oxychloride or with phosphorus pentabromide in phosphorus oxybromide at 25° to 80° C. for about 5 hours to form (Xk"'). And in reaction 37c, Xk"' is reacted with sodium methoxide or sodium ethoxide in a solvent such as methanol or tetrahydrofuran at 0° to 30° C. for about 0.5 to 5 hours to form Xk"".

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US04695311
출처 데이터셋uspto-grants-1987_09
ORD IDord-3a69e4ab6d684662a69e31b0b5f22eb3
출처 메모uspto-grants-1987_09